120 Questions to Ask to Get to Know Someone

Getting to know someone can be a delightful journey filled with discovery and connection.

And the best part? You don’t need to be a social butterfly to get it right—it’s all about asking the right things at the right times.

I’ll share some of my favorite questions to ask when I want to know more about someone. These questions are light, engaging, and perfect for breaking the ice or digging a little deeper. So, stick around, and let’s make those small talks truly meaningful!

Personal Insights

1. What’s a typical day like for you?
2. Can you describe an ideal weekend for you?
3. What are three words that best describe your personality?
4. What has been the biggest change you’ve made in your life so far?
5. Are you more of an introvert or an extrovert?
6. What’s one thing you’re currently trying to make a habit?
7. What’s your favorite season, and why?
8. Do you believe in luck?
9. What is one thing you cannot live without?
10. How do you handle stress?
11. What motivates you every day?
12. What is the most recent skill you have learned?
13. Do you have any hidden talents or hobbies?
14. If you could choose any name for yourself, what would it be?
15. What’s the best piece of advice you’ve ever received?

Passions and Interests

1. What passion project are you working on right now?
2. If you could do anything, regardless of time or money, what would it be?
3. What are some causes you are passionate about?
4. How did you get into your favorite hobby?
5. What book or movie has influenced you profoundly?
6. Is there a specific event that significantly changed the way you think?
7. What sort of music are you into?
8. Have you ever considered turning your hobby into a career?
9. What’s the last thing you created that you were proud of?
10. Do you prefer team sports or individual activities? Why?
11. Who is your role model in life, and why?
12. What’s the most extreme thing you’ve done for fun?
13. How often do you try something new?
14. What fictional character do you most relate to, and why?
15. What artistic endeavor have you always wanted to try?

Career and Education

1. What led you to your current career path?
2. What aspects of your job do you find most challenging?
3. How do you define success in your career?
4. What are your long-term career aspirations?
5. Have you ever thought about going back to school or furthering your education?
6. What’s the best career advice you’ve ever received?
7. How do you balance work and personal life?
8. Describe a project you worked on that you’re particularly proud of.
9. What skills do you think are essential in your profession?
10. Have you ever had a mentor? How have they influenced you?
11. What was your first job, and what did you learn from it?
12. Do you attend professional conferences? What’s the best one you’ve been to?
13. If you could switch careers right now, what would you choose?
14. How does your career affect your overall life?
15. What’s one professional skill you’re currently working on improving?

Family and Relationships

1. How would you describe your family in three words?
2. What tradition did your family have that you loved as a child?
3. How important are friendships in your life?
4. Do you prefer a small circle of close friends or a large group of acquaintances?
5. What qualities do you value most in a friend or partner?
6. How do you show love and affection?
7. Do you have siblings? How has your relationship with them evolved over time?
8. What’s the best piece of relationship advice you’ve ever received?
9. How do you resolve conflicts in relationships?
10. Which family member are you closest to and why?
11. Have family values shaped your outlook on relationships?
12. What does commitment mean to you?
13. Do you see your family often? How do you spend time together?
14. Have you ever had a friendship end? How did you handle it?
15. What’s the role of trust in your relationships?

Dreams and Aspirations

1. What’s one dream you’ve always held onto?
2. Where do you see yourself in five years?
3. What’s something you’d like to achieve in your lifetime?
4. If you could have any superpower, what would it be and why?
5. What personal achievement are you most proud of?
6. How do you prioritize your ambitions?
7. Have your dreams changed as you’ve gotten older?
8. What steps are you taking to achieve your current goals?
9. Is there a quote or saying that you live by?
10. What legacy would you like to leave behind?
11. How would achieving your dream impact your life?
12. Do dreams help guide your life decisions?
13. What obstacles have you overcome to pursue your dreams?
14. Who in your life has inspired your dreams the most?
15. What’s a dream you had to let go, and how did you come to terms with it?

Hobbies and Leisure

1. What hobbies did you pick up during the last year?
2. What’s your go-to activity for relaxing?
3. Do you prefer outdoor or indoor activities?
4. What book, movie, or TV show have you recently gotten into?
5. How do you spend your Sundays?
6. What’s your favorite sport or physical activity?
7. How often do you try new hobbies?
8. What’s the best way to spend a rainy day?
9. Do you play any musical instruments? If not, would you like to learn one?
10. What’s something popular that you’ve never tried but want to?
11. Do you have a collection? What do you collect?
12. What’s a skill you’d like to learn purely for fun?
13. Have you ever been part of a club or organization outside of work?
14. What’s the most unusual hobby you have tried?
15. How important is leisure time to you?

Travel and Adventures

1. What’s the most memorable trip you’ve ever taken?
2. Do you prefer solo travel or going with others?
3. What’s on your travel bucket list?
4. Have you ever lived, or would you consider living in another country?
5. What’s the most adventurous thing you’ve ever done?
6. How do you usually plan your vacations?
7. What culture fascinates you the most?
8. Do you prefer beaches, mountains, or city vacations?
9. What’s the best food you’ve tried while traveling?
10. Have you ever traveled for a festival or event?
11. What’s one travel item you cannot go without?
12. How does travel affect your outlook on life?
13. What languages would you like to learn for travel?
14. Have travels ever inspired changes in your lifestyle?
15. What’s your strategy for overcoming language barriers when traveling?

Philosophical Thoughts

1. What do you think is the meaning of life?
2. How do you feel about the concept of fate?
3. What principles guide your life?
4. What’s your standpoint on the nature vs. nurture debate?
5. How important is personal freedom to you?
6. Have your ethical views changed over the years?
7. What role does spirituality or religion play in your life?
8. Do you think humanity is naturally good or bad?
9. What are your thoughts on the existence of other intelligent life in the universe?
10. How do you handle moral dilemmas?
11. What age do you think is ideal for retirement, and why?
12. How do you approach making difficult decisions?
13. What legacy do you wish to leave in the world?
14. Do you believe that everything happens for a reason?
15. What’s one philosophical question you often ponder about?